1,2-Bis(dimethylphosphino)ethane

1,2-Bis(dimethylphosphino)ethane

Names
IUPAC name Ethane-1,2-diylbis(dimethylphosphane)
Other names DMPE ethylenebis(dimethylphosphine) 1,2-Bis(dimethylphosphino)ethane
Identifiers
CAS Number	23936-60-9 N
3D model (JSmol)	Interactive image
ChemSpider	124423 Y
ECHA InfoCard	100.155.809
PubChem CID	141059
InChI InChI=1S/C6H16P2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 Y Key: ZKWQSBFSGZJNFP-UHFFFAOYSA-N Y InChI=1/C6H16P2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 Key: ZKWQSBFSGZJNFP-UHFFFAOYAN
SMILES P(C)(C)CCP(C)C
Properties
Chemical formula	C6H16P2
Molar mass	150.14 g mol−1
Density	0.9 g/mL at 25 °C
Boiling point	180 °C (356 °F; 453 K)
Hazards
GHS pictograms
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

1,2-Bis(dimethylphosphino)ethane (dmpe) is a diphosphine ligand in coordination chemistry. It is a colorless, air-sensitive liquid that is soluble in organic solvents. With the formula (CH₂PMe₂)₂ is used as a compact strongly basic spectator ligand (Me = methyl), Representative complexes include V(dmpe)₂(BH₄)₂, Mn(dmpe)₂(AlH₄)₂, Tc(dmpe)₂(CO)₂Cl, and Ni(dmpe)Cl₂.

It is synthesised by the reaction of methylmagnesium iodide with 1,2-bis(dichlorophosphino)ethane:

Alternatively but it can be generated by alkylation of sodium dimethylphosphide.

The synthesis of dmpe from thiophosphoryl chloride has led to serious accidents and has been abandoned.

Tetramethylethylenediamine is the diamine analogue of dmpe. Bis(dicyclohexylphosphino)ethane is a bulky analogue of dmpe, which offers the advantage of being a solid.